Feel the Aloha spirit with five nights in an Oceanview Room for two at the Wailea Beach Resort, and an unforgettable dinner hosted by legendary talent manager and 2017 Augie Award honoree Shep Gordon, featuring a custom menu by James Beard Award-winner, 2022 Augie Award Honoree, and CIA alum, Chef Roy Yamaguchi '76.

Even in a place known for its high-class accommodations, the Wailea Beach Resort stands out. Awarded AAA's Four Diamond designation, earned a prestigious Forbes Travel Guide Recommended Rating for 2025, hailed as one of Travel + Leisure's 2019 "Top 15 Resort Hotels in Hawaii," and dubbed one of Conde Nast Traveler's 2019 "13 Best Resorts in Maui," you can expect unrivaled luxury. Twenty-two acres of gorgeous beaches, lush greenery, and ocean views will be the backdrop of this ultimate Hawai'ian holiday, including dining, dancing, and learning the traditions of the island at the Te Au Moana Luau.

The highlight of this already unforgettable trip will be dinner hosted by Gordon in his own Maui home. Widely regarded as the creator of the "celebrity chef," Gordon reshaped the food industry as a talent manager, Hollywood agent, film producer, and best-selling author. For the evening's menu, Gordon has teamed up with renowned chef and Nation's Restaurant News Fine Dining Hall of Fame inductee Yamaguchi to create a menu for the ages. In addition to his successful career as a restaurateur, Chef Yamaguchi is the Executive Director of the Culinary Institute of the Pacific where he champions locally sourced ingredients, sustainable practices, and celebration of Hawai'i's culture and agricultural resources.

The experience will be topped off with an exceptional party favor: a 750 ml bottle of The Setting, a 2015 cabernet sauvignon created by celebrity winemaker Jesse Katz, signed by Shep.

When it comes to Hawai'ian fine dining, it doesn't get much more exclusive than this.

The winning bidder will receive:

• Five (5)-night complimentary stay in an Ocean View room for two (2) people
• Two (2) tickets to the Te Au Moana Luau
• A dinner for two hosted by Shep Gordon at his Maui home with custom menu by Chef Roy Yamaguchi '76
• A signed 750 ml bottle of The Setting

Restrictions:

Hotel Wailea:

• Subject to availability
• Guest responsible for incidental charges, parking, and daily resort fees
• Some blackout dates may apply

Shep Gordon Dinner:

• Must be arranged in advance and is subject to availability
• Book travel after mutually agreed-upon date is confirmed

Expires: 5/31/26